3-Bromo-4-(dimethylamino)benzaldehyde

Name: 3-Bromo-4-(dimethylamino)benzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 56479-63-1
Cat. No. CS-0116838
Molecule weight228.09
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Bromo-4-(dimethylamino)benzaldehyde|CS-0116838

Structure of 56479-63-1

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General Information

CAS No. 56479-63-1
Cat. No. CS-0116838
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO
Molecular Weight 228.09
Synonym(s) 3-bromo-4-dimethylamino-benzaldehyde
SMILES O=CC1=CC=C(N(C)C)C(Br)=C1

Description

3-Bromo-4-(dimethylamino)benzaldehyde features a brominated aromatic ring paired with an electron-rich dimethylamino group and a reactive aldehyde handle. This combination enables direct coupling in cross-coupling reactions and facilitates functionalization in synthetic workflows requiring selective reactivity. The compound exhibits stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

3-Bromo-4-(dimethylamino)benzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromo substituent. The electron-donating dimethylamino group enhances electrophilicity at the aldehyde position, facilitating nucleophilic addition and condensation reactions. Its bench-stable nature and compatibility with diverse functional groups support efficient route development for complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  100-10-7
- ~98%
- In-stock
  
  56479-63-1
References
- Venkateswarlu, Katta; Suneel, Kanaparthy; Das, Biswanath; Reddy, Kuravallapalli Nagabhushana; Reddy, Thummala Sreenivasulu Synthetic Communications, 2009 , vol. 39, # 2 p. 215 - 219
Route2
- 7726-95-6
- 64-19-7
- In-stock
  
  100-10-7
- ~%
- In-stock
  
  56479-63-1
References
- Journal of the Chemical Society, , vol. 123, p. 2438

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 20.31
LogP 2.3276
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4-(dimethylamino)benzaldehyde

CAS No. 56479-63-1

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